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Compounds

COMPOUND NPA019718

STRUCTURE
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PROPERTIES
NPAID NPA019718
CLUSTER ID 633
NODE ID 562
NAME Aurachin D
FORMULA C25H33NO
MOLECULAR WEIGHT (Da) 363.5450
ACCURATE MASS (Da) 363.2562
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Stigmatella
ORIGIN SPECIES aurantiaca strain Sg a15
InChIKey JHMLNOXMSHURLQ-YEFHWUCQSA-N
InChI InChI=1S/C25H33NO/c1-18(2)10-8-11-19(3)12-9-13-20(4)16-17-22-21(5)26-24-15-7-6-14-23(24)25(22)27/h6-7,10,12,14-16H,8-9,11,13,17H2,1-5H3,(H,26,27)/b19-12+,20-16+
SMILES CC1=C(C(=O)C2=CC=CC=C2N1)C/C=C(\C)/CC/C=C(\C)/CCC=C(C)C
ORIGINAL ISOLATION REFERENCE
CITATION Kunze, B; Höfle, G; Reichenbach, H The aurachins, new quinoline antibiotics from myxobacteria: production, physico-chemical and biological properties. Journal of Antibiotics 1987 40 (3) 258-265.
DOI 10.7164/antibiotics.40.258 PMID 3106289
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Proteobacteria LPSN 1224
Class Deltaproteobacteria LPSN 28221
Order Myxococcales LPSN 29
Family Archangiaceae LPSN 39
Genus Stigmatella LPSN 40
SYNTHESES
CITATION 1 Li XW; Herrmann J; Zang Y; Grellier P; Prado S; Müller R; Nay B Synthesis and biological activities of the respiratory chain inhibitor aurachin D and new ring versus chain analogues. Beilstein Journal of Organic Chemistry 2013 9 1551-1558. DOI: 10.3762/bjoc.9.176 PMID: 23946854
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